(2R)-2-{[(1R)-1-{[(1R)-4-carbamimidamido-1-(phenylcarbamoyl)butyl]carbamoyl}-3-phenylpropyl]amino}propanoic acid

• ChemBase ID: 2466
• Molecular Formular: C25H34N6O4
• Molecular Mass: 482.57526
• Monoisotopic Mass: 482.2641536
• SMILES: C[C@@H](N[C@H](CCc1ccccc1)C(=O)N[C@H](CCCNC(=N)N)C(=O)Nc1ccccc1)C(=O)O
• Canonical SMILES: NC(=N)NCCC[C@H](C(=O)Nc1ccccc1)NC(=O)[C@H](N[C@@H](C(=O)O)C)CCc1ccccc1
• InChI: InChI=1S/C25H34N6O4/c1-17(24(34)35)29-21(15-14-18-9-4-2-5-10-18)23(33)31-20(13-8-16-28-25(26)27)22(32)30-19-11-6-3-7-12-19/h2-7,9-12,17,20-21,29H,8,13-16H2,1H3,(H,30,32)(H,31,33)(H,34,35)(H4,26,27,28)/t17-,20-,21-/m1/s1
• InChIKey: HDGWGGCPTVXRNA-DUXKGJEZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(1R)-1-{[(1R)-4-carbamimidamido-1-(phenylcarbamoyl)butyl]carbamoyl}-3-phenylpropyl]amino}propanoic acid
• IUPAC Traditional name: (2R)-2-{[(1R)-1-{[(1R)-4-carbamimidamido-1-(phenylcarbamoyl)butyl]carbamoyl}-3-phenylpropyl]amino}propanoic acid
• Synonyms: N-(R-Carboxy-Ethyl)-Alpha-(S)-(2-Phenylethyl)Glycyl-L-Arginine-N-Phenylamide

Database IDs

• PubChem SID: 160965916; 46507423
• PubChem CID: 46936477; 46936478

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1697743
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.5935223
• LogD (pH = 7.4): 0.014777865
• Log P: 0.33698842
• Molar Refractivity: 144.0709 cm^3
• Polarizability: 51.323635 Å^3
• Polar Surface Area: 169.43 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.48
• LOG S: -4.77
• Solubility (Water): 8.86e-03 g/l

DETAILS

DrugBank - DB02747

Drug information: experimental